Synthesis of 1-benzylisoindoline and 1-benzyl-tetrahydroisoquinoline through nucleophilic addition of organozinc reagents to N,O-acetals

2020 ◽  
Vol 18 (36) ◽  
pp. 7139-7150
Author(s):  
Rui-Jun Ma ◽  
Jian-Ting Sun ◽  
Chang-Hong Liu ◽  
Ling Chen ◽  
Chang-Mei Si ◽  
...  

A new approach to access 1-benzylisoindoline and 1-benzyl-tetrahydroisoquinoline has been developed through nucleophilic addition of organozinc reagents to N,O-acetals.

2014 ◽  
Vol 50 (65) ◽  
pp. 9185-9187 ◽  
Author(s):  
Zijun Huang ◽  
Shuangshuang Ding ◽  
Dehuan Yu ◽  
Feihu Huang ◽  
Guoqiang Feng

Combining fast nucleophilic addition of H2S to an aldehyde and thiolysis of dinitrophenyl ether, a new approach for efficient H2S probes was developed.


2009 ◽  
Vol 11 (7) ◽  
pp. 1671-1671
Author(s):  
Hyoungsu Kim ◽  
Amanda C. Kasper ◽  
Eui Jung Moon ◽  
Yongho Park ◽  
Ceshea M. Wooten ◽  
...  

2016 ◽  
Vol 14 (41) ◽  
pp. 9720-9724 ◽  
Author(s):  
Ying Fu ◽  
Xing Ling Zhao ◽  
Hulmet Hügel ◽  
Danfeng Huang ◽  
Zhengyin Du ◽  
...  

A facile synthesis of aromatic ketones via tandem nucleophilic addition–Oppenauer oxidation of aromatic aldehydes with organozinc reagents was demonstrated. Magnesium salt in situ generated via organozinc formation is a powerful promotor for this transformation.


2013 ◽  
Vol 634-638 ◽  
pp. 1211-1214
Author(s):  
Jin Hua Zhou ◽  
Hai Li Gao ◽  
Han Zhou Sun ◽  
Yu Xiong Wu

A new practical and efficient route was developed for the synthesis of 6,7-dihydro-5H-cyclopenta[b]pyridine, which is a key intermediate of cefpirome. Leading to the formation of the corresponding product, nucleophilic addition, acetylization, Vilsmeier cyclization reaction and dechlorination were employed under mild reaction conditions by using commercially available cyclopentanone and benzylamine as raw materials. The total yield of this newly developed synthetic route for the target product was 43.15% with 99.7% of purity (HPLC). The structure of target molecular was confirmed by LC-MS and 1H NMR spectrum.


2014 ◽  
Vol 12 (25) ◽  
pp. 4295-4299 ◽  
Author(s):  
Ying Fu ◽  
Wenbo Zhu ◽  
Xingling Zhao ◽  
Helmut Hügel ◽  
Zhouqiang Wu ◽  
...  

A general and efficient CuI/TMEDA catalyzed nucleophilic addition of functionalized organozinc reagents to organic sulfonyl chlorides has been developed for both aromatic and aliphatic sulfone synthesis.


2019 ◽  
Vol 84 (17) ◽  
pp. 11261-11267 ◽  
Author(s):  
Xue-Mei Wang ◽  
Yi-Wen Liu ◽  
Rui-Jun Ma ◽  
Chang-Mei Si ◽  
Bang-Guo Wei

RSC Advances ◽  
2017 ◽  
Vol 7 (15) ◽  
pp. 8922-8926 ◽  
Author(s):  
S. R. Sritharan ◽  
B. A. Hussein ◽  
D. D. Machin ◽  
M. A. El-Aooiti ◽  
J. A. Adjei ◽  
...  

A structure–property study using a new approach to electronically desymmetrize the BODIFY core.


2009 ◽  
Vol 11 (1) ◽  
pp. 89-92 ◽  
Author(s):  
Hyoungsu Kim ◽  
Amanda C. Kasper ◽  
Eui Jung Moon ◽  
Yongho Park ◽  
Ceshea M. Wooten ◽  
...  

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